Electronic effects of icosahedral carboranes, Friedel-Crafts acylation of 1-phenyl-1,2-, 1,7-, and 1, 12-dicarba-closo-dodecaboranes

被引：14

作者：

Endo, Y ^{[1
]}

Taoda, Y ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 51期

关键词：

carboranes; electronic effects; Friedel-Crafts reactions;

D O I：

10.1016/S0040-4039(99)01911-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Friedel-Crafts acylation of the benzene nucleus of 1-phenyl-1,2-, 1,7- and 1,1 2-dicarba-closo-dodecaboranes (phenylcarboranes) proceeded in the presence of trifluoromethanesulfonic acid. In spite of the strong electron-withdrawing effect of the carborane skeleton, para-acylated products predominated. However, substitution of a methyl group at the 2-position of 1-phenyl-1,2-carborane resulted in a change of isomer distribution. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：9073 / 9076

页数：4

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